Wittig Reaction
Ph3P=CHR + R'CHO → R'CH=CHR + Ph3P=O
Tổng quan
A phosphorus ylide (Wittig reagent) reacts with an aldehyde or ketone to form an alkene and triphenylphosphine oxide. This reaction specifically converts C=O to C=C, making it invaluable for alkene synthesis with precise double bond placement. Georg Wittig won the 1979 Nobel Prize for this reaction.
Ví dụ thực tế
Vitamin A and beta-carotene are synthesized industrially using Wittig reactions to build their polyene chains with correct geometry.
Tầm quan trọng công nghiệp
The Wittig reaction is used to synthesize vitamin A, beta-carotene, prostaglandins, and numerous pharmaceutical intermediates on industrial scale.
Tính chất
- Loại
- Organic
- Thuận nghịch
- Không
- Năng lượng
- Tỏa nhiệt
- ΔH
- -90,0 kJ/mol
Phản ứng liên quan
Swern Oxidation
Oxidation of Secondary Alcohol to Ketone
Claisen Condensation (Ethyl Acetate)
Kolbe Electrolysis
Baeyer-Villiger Oxidation
Beckmann Rearrangement (Cyclohexanone Oxime)
Catalytic Hydrogenation of Ethylene
Condensation Polymerization (Nylon 6,6)
Cope Rearrangement
Epoxidation of Alkenes (mCPBA)
Frequently Asked Questions
What is the equation for Wittig Reaction?
The balanced equation is: Ph₃P=CHR + R'CHO → R'CH=CHR + Ph₃P=O.
What type of reaction is Wittig Reaction?
Wittig Reaction is a organic reaction.
Is Wittig Reaction exothermic or endothermic?
Wittig Reaction is exothermic (releases energy). The enthalpy change (ΔH) is -90.0 kJ/mol.